Nitrosobenzene

Base Information

• Chemical Name: Nitrosobenzene
• CAS No.: 586-96-9
• Molecular Formula: C6H5NO
• Molecular Weight: 107.112
• Hs Code.: 29042000
• European Community (EC) Number: 209-591-1
• NSC Number: 66479
• UNII: ZI9W9E8G2Z
• DSSTox Substance ID: DTXSID7060417
• Nikkaji Number: J71.610C
• Wikipedia: Nitrosobenzene
• Metabolomics Workbench ID: 51544
• ChEMBL ID: CHEMBL98797
• Mol file: 586-96-9.mol

Synonyms:nitrosobenzene;nitrosobenzene, 14C-labeled

Chemical Property of Nitrosobenzene

Chemical Property:

• Appearance/Colour: light yellow solid
• Vapor Pressure: 2.71mmHg at 25°C
• Melting Point: 65-69 °C(lit.)
• Refractive Index: 1.529
• Boiling Point: 163.3 °C at 760 mmHg
• Flash Point: 56.3 °C
• PSA: 29.43000
• Density: 1.04 g/cm³
• LogP: 2.08450
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 107.037113783
• Heavy Atom Count: 8
• Complexity: 76.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

Nitrosobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 20/21-25
• Safety Statements: 26-36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N=O
• Uses: Spin trap reagent. Has been used in the study of oxidative DNA damage and nitroso-compound-induced respiratory burst in neutrophils3,4. Spin trap. Undergoes various addition, reduction, and oxidation reactions.

Technology Process of Nitrosobenzene

There total 222 articles about Nitrosobenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

nitrobenzene (98-95-3,26969-40-4) → aniline (62-53-3) + Nitrosobenzene (586-96-9) + azoxybenzene (495-48-7,55599-32-1)

Guidance literature:

With ammonium chloride; zinc; In water; at 80 ℃; for 6h; Concentration; Temperature; Time; Catalytic behavior; Inert atmosphere;

Reference yield: 77.0%

aniline (62-53-3) → Nitrosobenzene (586-96-9) + azoxybenzene (495-48-7,55599-32-1)

Guidance literature:

With diniobium pentoxide; dihydrogen peroxide; methoxybenzene; In isopropyl alcohol; for 0.75h; Solvent;

DOI:10.1039/c9gc02623a

Reference yield: 48.0%

N-Phenylhydroxylamine (100-65-2) → Nitrosobenzene (586-96-9) + azoxybenzene (495-48-7,55599-32-1)

Guidance literature:

With gold(III) chloride; oxygen; copper dichloride; In acetonitrile; at 25 ℃; for 24h;

DOI:10.1021/jo500009x

upstream raw materials:

glyoxime-N_.N'-diphenyl ether

N-hydroxy-N-formylaniline

N,N'-diphenylmethylenediamine

N-diphenylmethylene-N-pheylnitrone

Downstream raw materials:

glyoxime-N_.N'-diphenyl ether

N-Phenylhydroxylamine

2,4-dinitro-benzaldehyde-(N-phenyl oxime )

Azoxybenzene

Refernces

• 1、 Wei, Hongwei,Jiang, Hechun,Zheng, Zhen,Zhao, Quanqin,Wu, Qingyin,Zhan, Jinhua. "Ethylenediamine-assisted solvothermal synthesis of one-dimensional Cd xZn(1-x)S solid solutions and their photocatalytic activity for nitrobenzene reduction". . p. 1352 - 1356. Retrieved 2013.
• 2、 Fan, Guangyin,Wang, Yinhu,Wang, Chenyu. "One-pot synthesis of aluminum oxyhydroxide matrix-entrapped Pt nanoparticles as an excellent catalyst for the hydrogenation of nitrobenzene". . p. 10997 - 11002. Retrieved 2014.
• 3、 Bird,Sheikh. "-". . p. 1333. Retrieved 1975.
• 4、 Hoffmann,Hung,Ling. "Kinetics and mechanism of the enhanced reductive degradation of nitrobenzene by elemental iron in the presence of ultrasound". . p. 1758 - 1763. Retrieved 2000.
• 5、 Venezia, Baldassarre,Panariello, Luca,Biri, Daniel,Shin, Juhun,Damilos, Spyridon,Radhakrishnan, Anand N.P.,Blackman, Chris,Gavriilidis, Asterios. "Catalytic Teflon AF-2400 membrane reactor with adsorbed ex situ synthesized Pd-based nanoparticles for nitrobenzene hydrogenation". . p. 104 - 112. Retrieved 2021.
• 6、 Mohamed. "Preparation of aniline from photocatalytic reduction of nitrobenzene using Pt/Nd2O3 nanocomposite". . p. 711 - 718. Retrieved 2015.
• 7、 Liao, Xudong,Zhou, Yi,Ai, Chengmei,Ye, Cuijiao,Chen, Guanghui,Yan, Zhaohua,Lin, Sen. "SO2F2-mediated oxidation of primary and tertiary amines with 30% aqueous H2O2 solution". supporting information. . Retrieved 2021/11/01.
• 8、 Schmiegel, Carsten J.,Berg, Patrik,Obst, Franziska,Schoch, Roland,Appelhans, Dietmar,Kuckling, Dirk. "Continuous Flow Synthesis of Azoxybenzenes by Reductive Dimerization of Nitrosobenzenes with Gel-Bound Catalysts". . p. 1628 - 1636. Retrieved 2021/03/15.